The 2, 3-Benzoquinoline derivatives have been synthesized by condensation of dimedone, aldehydes and aniline through conventional methods. Their chemical structures were identified by spectral analysis like FT-IR, 1H-NMR, and Mass spectrum. All the synthesized compounds of 2, 3-Benzoquinoline derivatives were screened for their possible anti-inflammatory and anticancer activity. In the present investigation test compounds R1, R2, and R3 were evaluated for in-vitro anti-inflammatory activity and in-vivo anticancer activity to provide the possible link between Inflammation and Inflammation Induced cancer. The results have clearly demonstrated that the compounds R1, R2, and R3 at different concentrations have good antiprotein denaturation activity; however it exhibited prominent anti-protein denaturation activity at its lowest concentration. The IC50 values of R1, R2, and R3 of the synthetic test compounds were found to be 115μg/ml, 99μg/ml, and 96μg/ml against MCF-7 cell. The study also demonstrated that the test compound R3 had greater inhibitory effects on the proliferation of the breast cancer cell line by inducing apoptosis as revealed by the expression of the apoptotic genes.